Generally speaking, and I'm in no way a legal expert, you're in the free and clear provided the license for a specific program or set of files doesn't restrict redistribution.
For example, take GPLd software. It's perfectly fine for you to redistribute the software in unmodified form provided you include a copy of the GPL along with it. And generally speaking, that's the requirement most programs will have. If you make sure a copy of the license is included, it's fine.
ok i plan on making a site that will give people the ability to pay for cds or dvds I will also give them a list of files, they can get me to burn the freeware onto the cd/dvd and get it couriered to them for money and you are thinking well why would anyone pay for freeware, well In New Zealand most people have 56k but files like Desertcombat (freeware gaming file) are 700mg and nz'ers just don't have access to these great files. I was wondering is this legal...do I need to obtain a licence and where can i talk to profesionals on legal issues?